Die Glykoside der Blätter von <i>Isoplexis canariensis</i> (L.) G. D<scp>ON</scp>. 2. Mitteilung

Spengel, Sigrid; Hauser, E.; Linde, Horst H. A.; Vaz, Anthony X.; Meyer, Kuno

doi:10.1002/hlca.19670500724

Cited by 19 publications

(10 citation statements)

References 25 publications

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“…Five compounds have been isolated: canarigenin-glucoside-digitoxoside, canarigeninglucoside-canaroside, xysmalogenin-glucoside-canaroside, uzarigenin-glucoside-canaroside and canarigenin-glucosidefucoside (1,2,3,4). Although cardiotonic activity of these compounds has been found previously (6,5) it was decided to broaden the information about their pharmacological activity.…”

Section: Introductionmentioning

confidence: 95%

Cardiac and Extracardiac Activity of an Ethanolic Extract of Leaves ofIsoplexis canariensis

Boada¹,

Navarro²,

Rodríguez³

et al. 1984

Planta Med

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The paper deals with the effects of a glycosidal extract of isoplexis canariensis (Schrophulariaceae), grown in the Canary Islands, on isolated auricle of rabbits, isolated ileum of guinea-pigs, isolated jejunum of rabbits, urinary excretion of rats and Rb uptake by red cells. The extract produced an increase in the contraction force of aurides, contractile response in guinea-pigs ileum, hypermotility followed by paralysis in the rabbit jejunum, diminution of the urinary excretion in rats and decrease of the 86Rb uptake by red cells. Except for the antidiuretic action, the pharmacological activity of the principles contained in the extract is similar to that of the digitalis compounds.

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Section: Introductionmentioning

confidence: 95%

Cardiac and Extracardiac Activity of an Ethanolic Extract of Leaves ofIsoplexis canariensis

Boada¹,

Navarro²,

Rodríguez³

et al. 1984

Planta Med

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“…Acidic hydro- lysis of methanolic extracts forced the release of dianhydroperiplogenin in amounts indicating that about 3 % canarigenin-type cardenolides must have been present in the cardenolide mixture. Dianhydroperiplogenin has already been described by Spengel et al [8] as the core product of canarigenin glycoside hydrolysis.…”

Section: Discussionmentioning

confidence: 85%

“…Basically, the method described by Wichtl et al [16], [17] was used with some modifications [19], [20] Xysmalogenin, uzarigenin and digitoxigenin were identified by their UV spectra and their retention times in HPLC by comparison with authentic samples. Since canarigenin was completely degraded to dianhydroperiplogenin during acidic hydrolysis [8] its degra-dation product was used as surrogate for calculating the canarigenin content in plant extracts. GC-MS analyses were performed on an HP 6890 system as described by Hensel and Kreis [21].…”

Section: Hplc and Gc-ms Analysesmentioning

confidence: 99%

“…The cardenolides found in Isoplexis may also be regarded as ªmore primitiveº than those of Digitalis, because only monoand diglycosides are produced. Early phytochemical studies [7], [8], [9], [10] indicated the presence of 5a-configurated cardenolides (uzarigenin-type) and of D 4 -and D 5 -unsaturated cardenolides of the xysmalogenin-and canarigenin-types, respectively. Schaller and Kreis [30] were the first to report the occurrence of 5b-cardenolides in I. canariensis.…”

Section: Introductionmentioning

confidence: 99%

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Cardenolide Genin Pattern in Isoplexis Plants and Shoot Cultures

Schaller¹,

Kreis²

2006

Planta med

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An HPLC method for the quantitative analysis of cardenolides was developed and applied. The procedure was optimised for analysing small samples (40 mg dw) of plant and tissue culture material. ISOPLEXIS CANARIENSIS plants obtained from seeds accumulated cardenolides to about 20 - 40 micromol g (-1) dw as calculated from the levels of cardenolide genins released after acidic hydrolysis of methanolic extracts. The relative contents of xysmalogenin, digitoxigenin, uzarigenin and canarigenin were 5 - 15 %, 0 - 5 %, 10 - 15 % and 70 - 90 %, respectively. Shoot cultures were initiated from seeds, established as permanent cultures and cultivated on agar-solidified or in liquid medium. Shoot cultures maintained on solid medium contained an average of about 6 micromol cardenolides g (-1) dw. A relatively high proportion of digitoxigenin was found in two-thirds of the shoot cultures examined. The cardenolide content of amphibian shoot cultures averaged to about 1 micromol g (-1) dw. Plants regenerated from shoot cultures and maintained under hydroponic conditions accumulated the same amount of cardenolides as plants collected in the field. No cardenolides could be detected in callus cultures.

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“…On the other hand, partial hydrolysis of the glycosides gave a mixture of the following monosides: uzarigenin digitoxoside, canarigenin digitoxoside, xysmalogenin canaroside and probably canarigenin canaroside. From the mixture of glycosides the new diglycosides canarigenin glucosidodigitoxoside, canarigenin glucosidofucoside, canarigenin glucosidocanaroside and uzarigenin glucosido-HO 58 canaroside were obtained (Gonzalez et al 1955b(Gonzalez et al , 1960aDelgado et al 1962f, 1965cTschesche et al 1963d;Studer et al 1963e;Spengel et al 1967f). Furthermore, ~-sitosterol, tigogenin, gitogenin and the new spirostan sapogenin crestagenin 59 have been isolated (see Observations).…”

Section: Scrophulariaceaementioning

confidence: 95%

Natural Products Isolated from Plants of the Canary Islands

González¹

1976

Monographiae Biologicae

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Die Glykoside der Blätter von Isoplexis canariensis (L.) G. DON. 2. Mitteilung

Cited by 19 publications

References 25 publications

Cardiac and Extracardiac Activity of an Ethanolic Extract of Leaves ofIsoplexis canariensis

Cardiac and Extracardiac Activity of an Ethanolic Extract of Leaves ofIsoplexis canariensis

Cardenolide Genin Pattern in Isoplexis Plants and Shoot Cultures

Natural Products Isolated from Plants of the Canary Islands

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